A large suspension bridge at night with illuminated cables and a central tower.

New Windsor Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for New Windsor vacation rentals

Smart TV

1. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (47 reviews)
"This apartment was perfect for what we needed! Beautifully renovated, comfortable bed, and very close to Beacon! "
United States
Abby W.
The price is SAR 507
SAR 1,109 total
includes taxes & fees
10 Aug - 11 Aug
Grant - A Tranquil One Bedroom Steps from River
Private kitchen

2. 2-bedroom apartment in excellent Newburgh with AC and charm

2-bedroom apartment in excellent Newburgh with AC and charm
Newburgh
10.0 out of 10, Exceptional, (3 reviews)
"We have stayed here once before overnight while in the area for an event. It is close to where we needed to be and a great value for the price"
United States
Nick L.
The price is SAR 710
SAR 914 total
includes taxes & fees
13 Aug - 14 Aug
2-bedroom apartment in excellent Newburgh with AC and charm
Outdoor dining

3. Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in the heart of the Hudson Valley, Cabin 4
Newburgh
9.2 out of 10, Wonderful, (28 reviews)
"Pet-friendly and easily accessible."
United States
Brigitte
The price is SAR 484
SAR 750 total
includes taxes & fees
6 Sep - 7 Sep
Cabin in the heart of the Hudson Valley, Cabin 4
House (3 Bedrooms) | Interior

4. Bright Cornwall-on-hudson Vacation Rental!

Bright Cornwall-on-hudson Vacation Rental!
3.0 star property
Cornwall
10.0 out of 10, Exceptional, (1 review)
"Very nice property, very comfortable, close to multiple sightseeing location including bear mountain."
United States
Poyuk
The price is SAR 1,393
SAR 2,622 total
includes taxes & fees
19 Aug - 20 Aug
Bright Cornwall-on-hudson Vacation Rental!
1 bedroom, iron/ironing board, WiFi (free), bed sheets

5. Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
10.0 out of 10, Exceptional, (72 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is SAR 657
SAR 1,260 total
includes taxes & fees
13 Aug - 14 Aug
Cozy country efficiency in the Hudson Valley
Lobby

6. 1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen

1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen
Fishkill
10.0 out of 10, Exceptional, (15 reviews)
"Good so far"
United States
Anonymous traveler
The price is SAR 377
SAR 426 total
includes taxes & fees
7 Sep - 8 Sep
1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen
1 bedroom, iron/ironing board, WiFi (free), bed sheets

7. Cabin in the Heart of the Hudson Valley, Cabin 1

Cabin in the Heart of the Hudson Valley, Cabin 1
Newburgh
10.0 out of 10, Exceptional, (36 reviews)
"Great overnight spot, especially with a dog."
United States
Ed C.
The price is SAR 635
SAR 1,056 total
includes taxes & fees
9 Aug - 10 Aug
Cabin in the Heart of the Hudson Valley, Cabin 1
Exterior

8. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
9.4 out of 10, Exceptional, (20 reviews)
"great place tostay"
United States
Anonymous traveler
The price is SAR 320
SAR 370 total
includes taxes & fees
2 Sep - 3 Sep
2 Full Beds | Non-Smoking, Kitchen
Smart TV, offices

9. River Views & Hot Tub | Riverview on Washington

River Views & Hot Tub | Riverview on Washington
Newburgh
"The home has recently been renovated and it is very well presented with luxury furnishings and an excellently stocked kitchen. Views are amazing over the Hudson towards Beacon."
United States
Rachel M.
The price is SAR 1,359
SAR 3,201 total
includes taxes & fees
10 Aug - 11 Aug
River Views & Hot Tub | Riverview on Washington
Property grounds

10. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (141 reviews)
"We had a great stay!!"
United States
Jasmine
The price is SAR 743
SAR 1,224 total
includes taxes & fees
12 Aug - 13 Aug
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Outdoor spa tub

11. 3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Cornwall
10.0 out of 10, Exceptional, (11 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is SAR 1,010
SAR 1,872 total
includes taxes & fees
9 Aug - 10 Aug
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Outdoor dining

12. Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.2 out of 10, Wonderful, (73 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is SAR 929
SAR 1,222 total
includes taxes & fees
10 Aug - 11 Aug
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Exterior

13. Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
9.8 out of 10, Exceptional, (6 reviews)
"This little cabin was exactly what we needed for our stay in NY. It looks just as described, was clean, and the location was perfect for all of the places we wanted to visit. Overall it was very cozy and relaxing and we can't wait to stay again! "
United States
Sarah A.
The price is SAR 414
SAR 825 total
includes taxes & fees
1 Sep - 2 Sep
Historic Cabin with Pool & Fire Pit
Exterior

14. Cabin in the heart of the Hudson Valley, Cabin 2

Cabin in the heart of the Hudson Valley, Cabin 2
Newburgh
9.6 out of 10, Exceptional, (38 reviews)
"This was a great place to stay with our cats for a night on our way to Vermont."
United States
George J.
The price is SAR 484
SAR 754 total
includes taxes & fees
10 Aug - 11 Aug
Cabin in the heart of the Hudson Valley, Cabin 2
TV

15. Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is SAR 387
SAR 760 total
includes taxes & fees
9 Aug - 10 Aug
Cozy 1-bedroom retreat minutes from West Point!
Terrace/patio

16. Cabin in the heart of the Hudson Valley, Cabin 3

Cabin in the heart of the Hudson Valley, Cabin 3
Newburgh
9.8 out of 10, Exceptional, (14 reviews)
"We had a great stay, everything you need is provided. Would recommend to anyone."
United States
Bill W.
The price is SAR 635
SAR 1,056 total
includes taxes & fees
9 Aug - 10 Aug
Cabin in the heart of the Hudson Valley, Cabin 3
1 bedroom, WiFi (free)

17. 2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen
Fishkill
9.8 out of 10, Exceptional, (20 reviews)
"Schöne Zimmer, Internet war kostenpflichtig, funktionierte aber nicht. Das Personal war jedoch nett."
Germany
Anonymous traveler
The price is SAR 377
SAR 426 total
includes taxes & fees
7 Sep - 8 Sep
2 Queen Beds | Non-Smoking, Kitchen
Exterior

18. Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
10.0 out of 10, Exceptional, (3 reviews)
"Ideal cabin getaway. "
United States
Nadja E.
The price is SAR 1,136
SAR 1,714 total
includes taxes & fees
12 Aug - 13 Aug
Rustic Cabin in Fishkill!
Coffee/tea maker, fridge, microwave, oven

19. Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
The price is SAR 1,025
SAR 1,639 total
includes taxes & fees
1 Sep - 2 Sep
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Lobby

20. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
10.0 out of 10, Exceptional, (17 reviews)
"Great rooms and service,"
United States
Anonymous traveler
The price is SAR 339
SAR 383 total
includes taxes & fees
2 Sep - 3 Sep
1 King Bed | Non-Smoking, Kitchen, Shower
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top New Windsor Hotel Reviews

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent
"Excellent!!!!"
Daniel 2-night trip
Posted 7 hours ago
Hyatt Place Poughkeepsie / Hudson Valley

Frequently asked questions

Can I find a vacation rental in New Windsor?

Yes, we have vacation rentals near the most popular local attractions in New Windsor, or you can select a secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in New Windsor. Allow lots of time to check out the lakeside and coffeehouses during your visit.

What's the top vacation rental in New Windsor?

Cozy Cabin with Sauna & Firepit!: Visitors like this New Windsor vacation home rental. It offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms in addition to a kitchen with a stovetop and a microwave.

How many vacation rentals are there in New Windsor?

Choose from 9 Expedia vacation rentals in New Windsor for a memorable vacation.

What can I see and do in New Windsor?

Cultural attractions to visit include National Purple Heart Hall of Honor and Knox's Headquarters State Historic Site. Woodbury Common Premium Outlets and LEGOLAND® New York are other popular places to visit in the area.

What are vacation rentals like in New Windsor?

Vacation rentals are private accommodations you can stay in for a short or long stay in New Windsor. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family trip or a small group gathering.